NP-MRD: Showing NP-Card for 1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol (NP0280421)

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Record Information

Version

2.0

Created at

2022-09-09 06:12:39 UTC

Updated at

2022-09-09 06:12:40 UTC

NP-MRD ID

NP0280421

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol

Description

1-[6-(2,3-Dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. 1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol is found in Menisporopsis theobromae. 1-[6-(2,3-Dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201502092D          

 29 29  0  0  0  0            999 V2000
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 10  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 14 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 65 65  0  0  0  0  0  0  0  0999 V2000
    8.5484    0.4345    1.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9969   -0.9900    0.8329 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3069   -0.9787   -0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0614   -0.1625   -0.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8809   -0.7910    0.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659    0.0247    0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4854   -0.1878   -0.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9325   -1.2810   -1.1921 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5916   -0.6974   -2.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594   -1.8789   -0.7292 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1013   -2.7403   -1.7276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3923   -1.0377   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863    0.1414   -0.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.7534    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7692    0.1550    0.9457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283   -1.2478    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6875   -1.3801    0.6860 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0149   -2.7762    0.5062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7578   -0.6567    0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6468    0.8452   -0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0505   -0.8703    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262   -1.1126   -1.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5122    0.9072    1.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3448    2.2961    1.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4612    2.8924    1.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2968    4.3049    1.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7338    2.1613    0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6412    2.7909   -0.6679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2534    3.6410   -1.6588 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4326    0.5629    0.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7773    1.1721    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9333    0.4691    2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3328   -1.2251    1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9033   -1.6323    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0760   -0.5723   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1437   -2.0674   -0.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7710   -0.1058   -1.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2005    0.8343   -0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980   -0.8472    1.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853   -1.8263   -0.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7856    0.9825    0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7342    0.6450   -0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6177   -2.0891   -1.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1610    0.1388   -2.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9857   -2.6468    0.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8754   -2.6507   -1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8458   -1.3538    0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3927    0.5722   -1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651   -1.6908   -0.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8474   -1.8864    1.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9189   -1.3386    1.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3318   -2.8243   -0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012    1.3210    0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7161    1.1530   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4591    1.1464   -0.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7353   -1.5875    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6233    0.1009    0.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8271   -1.2468    1.8688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0054   -1.3291   -1.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1811    0.4004    2.4699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8968    2.8542    2.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9324    4.8574    1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3735    3.7228    0.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2327    2.3180   -0.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0792    3.1102   -1.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 15 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 28 29  1  0
 27 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  6
  9 44  1  0
 10 45  1  1
 11 46  1  0
 12 47  1  0
 13 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  1
 18 52  1  0
 20 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 21 58  1  0
 22 59  1  0
 23 60  1  0
 24 61  1  0
 26 62  1  0
 28 63  1  0
 28 64  1  0
 29 65  1  0
M  END


  Mrv1533004201502092D          

 29 29  0  0  0  0            999 V2000
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 10  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 14 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0280421

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC=CC(O)C(O)C=CC1=C(CC(O)C(C)(C)O)C=CC(O)=C1CO

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O6/c1-4-5-6-7-8-9-20(26)21(27)13-11-17-16(14-22(28)23(2,3)29)10-12-19(25)18(17)15-24/h8-13,20-22,24-29H,4-7,14-15H2,1-3H3

> <INCHI_KEY>
YGAOKHUBSRHQKB-UHFFFAOYSA-N

> <FORMULA>
C23H36O6

> <MOLECULAR_WEIGHT>
408.535

> <EXACT_MASS>
408.251188879

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
46.7012403916123

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol

> <ALOGPS_LOGP>
2.68

> <JCHEM_LOGP>
2.658616427666666

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.29509068122292

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.015762627322983

> <JCHEM_PKA_STRONGEST_BASIC>
-2.954008148861396

> <JCHEM_POLAR_SURFACE_AREA>
121.38000000000001

> <JCHEM_REFRACTIVITY>
117.45259999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000 -10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667 -10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335 -10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002 -10.780   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.668  -8.470   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002  -1.540   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.439  -2.874   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.899  -0.206   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337  -6.160   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      14.670  -6.930   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.003  -8.470   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.669  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   27                                                  
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   15   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   14   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₆O₆

Average Mass

408.5350 Da

Monoisotopic Mass

408.25119 Da

IUPAC Name

1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol

Traditional Name

1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol

CAS Registry Number

Not Available

SMILES

CCCCCC=CC(O)C(O)C=CC1=C(CC(O)C(C)(C)O)C=CC(O)=C1CO

InChI Identifier

InChI=1S/C23H36O6/c1-4-5-6-7-8-9-20(26)21(27)13-11-17-16(14-22(28)23(2,3)29)10-12-19(25)18(17)15-24/h8-13,20-22,24-29H,4-7,14-15H2,1-3H3

InChI Key

YGAOKHUBSRHQKB-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Menisporopsis theobromae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamyl alcohols

Sub Class

Not Available

Direct Parent

Cinnamyl alcohols

Alternative Parents

Substituents

Cinnamyl alcohol
Fatty alcohol
Benzyl alcohol
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Tertiary alcohol
Secondary alcohol
Primary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.68	ALOGPS
logP	2.66	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	10.02	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	121.38 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	117.45 m³·mol⁻¹	ChemAxon
Polarizability	46.7 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73240766

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol (NP0280421)

MOL for NP0280421 (1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol)

3D MOL for NP0280421 (1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol)

3D SDF for NP0280421 (1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol)

3D-SDF for NP0280421 (1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol)

PDB for NP0280421 (1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol)

3D PDB for NP0280421 (1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol)

SMILES for NP0280421 (1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol)

INCHI for NP0280421 (1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol)

Structure for NP0280421 (1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol)

3D Structure for NP0280421 (1-[6-(2,3-dihydroxy-3-methylbutyl)-3-hydroxy-2-(hydroxymethyl)phenyl]undeca-1,5-diene-3,4-diol)